Stable radioiodine conjugates and methods for their synthesis

Details Stable radioiodine conjugates and methods for their synthesis Stable radioiodine conjugates and methods for their synthesis

A - Human Necessities

61

K

A61K 51/08 (2006.01) A61K 51/10 (2006.01) C07H 3/04 (2006.01) C07K 1/107 (2006.01) C07K 1/13 (2006.01)

Patent

CA 2263985

Methods are described for conjugating radioiodinated peptides or carbohydrate structures to proteins with improved yields and qualities of conjugates. In one method, specially designed radioiodinated bifunctional peptides containing nonmetabolizable amide bonds are coupled to antibodies. In a second method, radioiodinated nonmetabolizable bifunctional peptides, which also contain aminopolycarboxylates, are coupled to antibodies. In a third method, radioiodinated bifunctional aminopolycarboxylates are coupled to antibodies. In a fourth method, a hydrazide-appended antibody is coupled to a radioiodinated carbohydrate, or a thiolated antibody is coupled to a hydrazide- appended and radioiodinated carbohydrate. In a fifth method, a monoderivatized cyanuric chloride is used to conjugate thiolated antibody. Radioiodinated residualizing antibody conjugates made by these methods are particularly stable in vivo and are suitable for radioimmunodetection and radioimmunotherapy.

Cette invention se rapporte à des procédés permettant de conjuguer des structures glucidiques ou des peptides radio-iodés avec des protéines pour produire, avec un rendement amélioré, des conjugués aux qualités améliorées. Selon un procédé, on couple à des anticorps des peptides bifonctionnels radio-iodés conçus spécialement et comportant des liens amides non métabolisables. Selon un second procédé, on couple à des anticorps des peptides bifonctionnels radio-iodés non métabolisables, qui contiennent également des aminopolycarboxylates. Selon un troisième procédé, on couple à des anticorps des aminopolycarboxylates bifonctionnels radio-iodés. Selon un quatrième procédé, on couple un anticorps, attaché à un hydrazide, à un glucide radio-iodé ou l'on couple un anticorps thiolaté à un glucide attaché à un hydrazide et radio-iodé. Selon un cinquième procédé, on utilise un chlorure cyanurique monodérivé pour former un conjugué avec un anticorps thiolaté. Les conjugués d'anticorps radio-iodés, à effet résiduel, préparés selon ces procédés sont particulièrement stables in vivo et conviennent à l'utilisation en radio-immunodétection et en radio-immunothérapie.

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